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Diethyl ethoxymethylenemalonate

Diethyl ethoxymethylenemalonate

CAS: 87-13-8

Molecular Formula: C10H16O5

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Diethyl ethoxymethylenemalonate - Names and Identifiers

Name Diethyl ethoxymethylenemalonate
Synonyms EMME
AKOS BBS-00004230
LABOTEST-BB LT02094814
ETHYL ETHOXYMETHYLENE MALONATE
Diethyl ethoxymethylenemalonate
1,1-DICARBETHOXY-2-ETHOXYETHYLENE
2,2-DICARBETHOXYVINYL ETHYL ETHER
ETHYL A-CARBETHOXY-B-ETHOXYACRYLATE
diethyl 2-(ethoxymethylene)malonate
Ethoxymethylenmalonic acid diethylester
Propylene glycol ethoxymethylenemalonate
diethyl (ethoxymethylidene)propanedioate
ETHYL 3-ETHOXY-2-(ETHOXYCARBONYL)ACRYLATE
Propanedioic acid,(ethoxymethylene)-, diethyl ester
CAS 87-13-8
EINECS 201-725-7
InChI InChI=1/C10H16O5/c1-4-13-7-8(9(11)14-5-2)10(12)15-6-3/h7H,4-6H2,1-3H3
InChIKey LTMHNWPUDSTBKD-UHFFFAOYSA-N

Diethyl ethoxymethylenemalonate - Physico-chemical Properties

Molecular FormulaC10H16O5
Molar Mass216.23
Density1.080g/mLat 20°C(lit.)
Melting Point-33°C
Boling Point279-283°C(lit.)
Flash Point311°F
Water Solubilityinsoluble
Solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
Vapor Presure<0.1 hPa
AppearanceLiquid
ColorClear colorless to light yellow
BRN880058
Storage ConditionStore below +30°C.
Refractive Indexn20/D 1.463
Physical and Chemical PropertiesLiquid.
UseAn important organic raw material with a variety of active groups in the molecule, which can be condensed and condensed with a variety of substances. Now it is mainly used for the synthesis of norfloxacin; Used as an intermediate of medicine and pesticide

Diethyl ethoxymethylenemalonate - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
R42/43 - May cause sensitization by inhalation and skin contact.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S27 - Take off immediately all contaminated clothing.
S24/25 - Avoid contact with skin and eyes.
WGK Germany1
RTECSOO1100000
TSCAYes
HS Code29189090
ToxicityLD50 orally in Rabbit: 925 mg/kg LD50 dermal Rat > 2000 mg/kg

Diethyl ethoxymethylenemalonate - Upstream Downstream Industry

Raw MaterialsEthyl malonate
Triethyl Orthoformate

Diethyl ethoxymethylenemalonate - Nature

Open Data Verified Data

liquid. The relative density was 1. 07. Boiling point 279~281 deg C. Refractive index 4620. Flash point 155 °c.

Last Update:2024-01-02 23:10:35

Diethyl ethoxymethylenemalonate - Preparation Method

Open Data Verified Data

The starting material diethyl malonate and triethyl orthoformate are condensed in the presence of a catalyst to obtain diethyl ethoxymethylene malonate. The product was refined by fractional distillation.

Last Update:2022-01-01 10:33:46

Diethyl ethoxymethylenemalonate - Application

Open Data Verified Data

organic synthetic raw materials, used in medicine, dyes and other products manufacturing.

Last Update:2025-08-19 16:24:40

Diethyl ethoxymethylenemalonate - Reference Information

LogP1.5-2.1 at pH7
NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
synthesis method the synthesis of diethyl ethoxymethylidenemalonate usually adopts the condensation reaction of diethyl malonate and triethyl orthoformate and the removal of a part of ethanol to obtain the condensation intermediate, the condensation intermediate in turn eliminates one molecule of ethanol to give diethyl ethoxymethylidene malonate.
Use An important organic raw material containing a variety of active groups in the molecule, with a variety of substances for condensation and cyclization condensation, is now mainly used for the synthesis of norfloxacin
organic synthesis of raw materials for pharmaceuticals, dyes and other products manufacturing.
It is an important drug intermediate, widely used in medicine; Pesticides and additives and other aspects of the synthesis, is the production of chloroquine; Norfloxacin; intermediates of lomefloxacin
production method the mixture of triethyl orthoformate, acetic anhydride, diethyl malonate and anhydrous zinc oxide was stirred and heated at 102-115 ℃ for 2.5h, heat preservation at 115-127 ℃ for 7H, then add partial acetic anhydride and triethyl orthoformate, and continue to heat up to 127-145 ℃ for 2H, 145-155 ℃ for 2H. The reaction was then cooled to room temperature and filtered. The filtrate was distilled under reduced pressure, and the fraction of 108-110 ° C. (33Pa) was collected to obtain a finished product with a yield of 50-60%.
autoignition temperature 215°C
Last Update:2024-04-10 22:29:15
Diethyl ethoxymethylenemalonate
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View History
Diethyl ethoxymethylenemalonate
Silane,tetrachloro-
2,4,5-Trifluoro-3-Methoxy
Benzonitrile, 5-fluoro-2-nitro-
4-氨基-5-溴-6-羟基嘧啶
2,2-dimethyl-3-phenylpropanol
Trifenylester kyseliny borite [Czech]
Raw Materials for Diethyl ethoxymethylenemalonate
Ethyl malonate
Triethyl Orthoformate
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